反应详情

4-Hydroxy-2-methyl-1-(phenylmethyl)-1H-indole (530 mg, 2.2 mmol) was added to 88 mg (2.2 mmol) of 60% NaH/mineral oil in 20 mL of DMF and the mixture stirred for 0.67 hours. Then, 0.21 mL (2.2 mmol) of methyl bromoacetate was added and stirring maintained for 17 hours. The mixture was diluted with water and extracted with ethyl acetate. The ethyl acetate solution was washed with brine, dried (MgSO4), and concentrated at reduced pressure. The residue was chromatographed on silica gel eluting with 20% EtOAc/hexane to give 597 mg (88% yield) of [[2-methyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester, 140°-143° C.

1. stirringstirring
2. temperaturemaintained for 17 hours
3. extractionextracted with ethyl acetate
4. washThe ethyl acetate solution was washed with brine
5. dry with materialdried (MgSO4)
6. concentrationconcentrated at reduced pressure
7. customThe residue was chromatographed on silica gel eluting with 20% EtOAc/hexane